
I think they need to do more prepping for sex,, like having more foreplay to find out which other erogenous places he might have that can make things more pleasurable than painful, or maybe doing enough prepping on his hole with smaller objects and also giving him a prostate massage to stimulate him more. Or maybe not penetrating,, there's a bunch of other things they can try instead of penetration,,,69 or thigh riding is pretty hot too. I think the uke wants some pleasure too but is scared and it can be painful without proper preparation so it's understandable. Hopefully they can just come to a common agreement
Great way to start the morning :")